CAS 131929-63-0|(2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-13-{[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy}-9-ethyl-14-methyl-2-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1H,2H,3H...

General Information

Structure

Molecular Formula

C₈₃H₁₃₂N₂O₂₀

Molecular Mass

1477.93758

Exact Mass

1476.93734463

Charge

InChI

InChI=1S/C42H67NO10.C41H65NO10/c1-11-26-13-12-14-35(53-37-16-15-34(43(6)7)24(4)49-37)23(3)38(45)33-20-31-29(32(33)21-36(44)51-26)17-22(2)28-18-27(19-30(28)31)52-42-41(48-10)40(47-9)39(46-8)25(5)50-42;1-10-26-12-11-13-34(52-36-17-16-33(42(5)6)23(3)48-36)22(2)37(44)32-20-30-28(31(32)21-35(43)50-26)15-14-25-18-27(19-29(25)30)51-41-40(47-9)39(46-8)38(45-7)24(4)49-41/h17,20,23-32,34-35,37,39-42H,11-16,18-19,21H2,1-10H3;14-15,20,22-31,33-34,36,38-41H,10-13,16-19,21H2,1-9H3/t23-,24-,25+,26+,27-,28+,29-,30-,31-,32+,34+,35+,37+,39+,40-,41-,42+;22-,23-,24+,25-,26+,27-,28-,29-,30-,31+,33+,34+,36+,38+,39-,40-,41+/m11/s1

InChIKey

JFLRKDZMHNBDQS-SGSTVUCESA-N

Canonic Smiles

CC[C@H]1CCC[C@H](O[C@H]2CC[C@@H]([C@H](O2)C)N(C)C)[C@@H](C)C(=O)C2=C[C@@H]3[C@H]([C@@H]2CC(=O)O1)C=C(C)[C@H]1[C@H]3C[C@@H](C1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC)OC)OC.CC[C@H]1CCC[C@H](O[C@H]2CC[C@@H]([C@H](O2)C)N(C)C)[C@@H](C)C(=O)C2=C[C@@H]3[C@H]([C@@H]2CC(=O)O1)C=C[C@H]1[C@H]3C[C@@H](C1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC)OC)OC

Isomeric Smiles

CC[C@H]1CCC[C@@H]([C@@H](C)C(=O)C2=C[C@@H]3[C@@H](C=C(C)[C@@H]4C[C@H](C[C@@H]34)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)OC)OC)OC)[C@@H]2CC(=O)O1)O[C@H]1CC[C@@H]([C@@H](C)O1)N(C)C.CC[C@H]1CCC[C@@H]([C@@H](C)C(=O)C2=C[C@@H]3[C@@H](C=C[C@@H]4C[C@H](C[C@@H]34)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)OC)OC)OC)[C@@H]2CC(=O)O1)O[C@H]1CC[C@@H]([C@@H](C)O1)N(C)C

Calculated Properties

JChem

Acid pKa

19.448196

H Acceptors

H Donor

LogD (pH = 5.5)

2.9161243

LogD (pH = 7.4)

4.654981

Log P

5.84344

Molar Refractivity

201.8632

Polarizability

80.47293

Polar Surface Area

111.22

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-13-{[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy}-9-ethyl-14-methyl-2-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1H,2H,3H,3aH,5aH,5bH,6H,7H,9H,10H,11H,12H,13H,14H,15H,16aH,16bH-as-indaceno[3,2-d]oxacyclododecane-7,15-dione; (2S,3aR,5aS,5bS,9S,13S,14R,16aS,16bS)-13-{[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy}-9-ethyl-4,14-dimethyl-2-{[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy}-1H,2H,3H,3aH,5aH,5bH,6H,7H,9H,10H,11H,12H,13H,14H,15H,16aH,16bH-as-indaceno[3,2-d]oxacyclododecane-7,15-dione

IUPAC Traditional name

spinosyn D; spinosyn-A

Synonyms

Spinosad

Names and Identifiers

Registration numbers

Chemspider ID

16736513

Wikipedia Title

Spinosad

ATC CODE

QP53BX03